LOL... Gin going out with any of those girls would be his death or worst. If he gone out with Kagura, I think her father would kill him :p. Otae would lock him away in the house or kill him if he unfaithful. Sa-Chan... going to annoye him by trying making him a sadist. Other... Unknow => might be good or bad.

I don't think Gin-chan is gonna end up with any of them... he's too free-spirited to be in a marriage.

But if he's gonna end up with somebody...I think I like him to be with Otae...'coz I see something between them but that's just my opinion.

I think Kagura is too young for him...
I don't really mind the age gap but I just can't see their relationship to develop in such a way...
but who knows... and i don't really mind, after all Gintoki and Kagura are my favorite characters in the series.

but then again, I don't think that this series will pursue to develop any romantic relationships for Gintoki, even if it gets serious...

True, gintama is not a romance manga, but there is no reason not to speculate.

Kondo and Otae. The guy wipe his ass with sand paper for her, that is love right there. Age difference doesn't bother me. Kondo is at least 9 years older than Otae. just like my parents.

Gintoki and kagura is the most obvious. Age difference 6-7 years perhaps. As much as I think Kagura and Okita (which I'm pretty sure has a crush on her) look sadistically cute together, after seeing Kagura's brother looking so much like Sougo ..it kind of ruin it for me

Besides, who knows Gintoki better than her. Who understand his jokes and follows his silly tirades?
I love it when he calls her Kagura Zaka kun
And well, anybody that has seen the latest manga chapters can tell that kagura is not a little girl anymore